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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839779Generated: October 26, 2026

2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide → 5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1 H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide

https://huagongshe.com/reaction/1839779

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amideHCID 20761618—
Reactant4-(3-Trifluoromethyl-phenyl)-1,3-dihydro-indol-2-oneHCID 22561905—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1 H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amideHCID 7263763875%

Reaction Steps

To a solution of 4-(3-trifluoromethyl-phenyl)-1,3-dihydro-indol-2-one (69.3 mg, 0.25 mmol) and 2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide (64.8 mg, 0.26 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 5-methyl-2-[2-oxo-4-(3-trifluoromethyl-phenyl)-1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide as a yellow solid (95 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-9ad405d6d5d64f6fbe325cb4804be8d5
Source noteuspto-grants-2004_01